دورية أكاديمية
Theoretical study of C 6 F 5 -corrole molecules functionalized with aromatic groups for Photodynamic Therapy.
| العنوان: | Theoretical study of C |
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| المؤلفون: | da Rocha VN; Departamento de Física, Universidade Federal de Santa Maria, 97105-900, Santa Maria, RS, Brazil. Electronic address: vinicius.rocha@acad.ufsm.br., Köhler MH; Departamento de Física, Universidade Federal de Santa Maria, 97105-900, Santa Maria, RS, Brazil. Electronic address: mateus.kohler@ufsm.br., Nagata K; Departamento de Física, Universidade Federal de Santa Maria, 97105-900, Santa Maria, RS, Brazil; Instituto de Ciências e Tecnologia das Águas, Universidade Federal do Oeste do Pará, 68040-470, Santarém, PA, Brazil. Electronic address: khayth.nagata@acad.ufsm.br., Piquini PC; Departamento de Física, Universidade Federal de Santa Maria, 97105-900, Santa Maria, RS, Brazil. Electronic address: paulo.piquini@ufsm.br. |
| المصدر: | Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy [Spectrochim Acta A Mol Biomol Spectrosc] 2023 May 15; Vol. 293, pp. 122500. Date of Electronic Publication: 2023 Feb 17. |
| نوع المنشور: | Journal Article |
| اللغة: | English |
| بيانات الدورية: | Publisher: Elsevier Country of Publication: England NLM ID: 9602533 Publication Model: Print-Electronic Cited Medium: Internet ISSN: 1873-3557 (Electronic) Linking ISSN: 13861425 NLM ISO Abbreviation: Spectrochim Acta A Mol Biomol Spectrosc Subsets: MEDLINE |
| أسماء مطبوعة: | Publication: Original Publication: [Kidlington, Oxford, U.K. ; Tarrytown, NY] : Pergamon, c1994- |
| مواضيع طبية MeSH: | Porphyrins*/chemistry , Photochemotherapy*, Humans ; Photosensitizing Agents/chemistry ; Molecular Docking Simulation ; Ligands ; Models, Theoretical ; Oxygen |
| مستخلص: | The singlet oxygen generation by electronically excited molecules in photodynamic therapy (PDT) requires light absorption within a specific wavelength window, and a subsequent intersystem crossing transition to a triplet excited state that is, at least, 0.98 eV higher in energy than the singlet ground state. Tetrapyrrolic macrocycles, such as porphyrin and corrole, have been widely used in oxygen singlet generation for PDT. Suitable functionalization can potentialize these macrocycles as photosensitizers. In this contribution, we use Density Functional Theory (DFT) calculations to determine the structural, electronic and spectroscopic properties of corrole macrocycles bound to different polycyclic aromatic groups in the gas phase, dichloromethane, and water. We also calculate the spin-orbit coupling (SOC) matrix elements of the intersystem crossing channels involving the first excited singlet states and excited triplet states. The results for optical absorption show that the threshold wavelength for optical absorption increases with the polarity of the environment and the number of aromatic rings of the ligands, whereas the oscillator strengths increase with the polarity of the environment but decrease with the number of aromatic rings. It is verified that the triplet excited states involved in the intersystem crossing transitions satisfy the energy requirement for the oxygen singlet generation. The magnitude of spin-orbit coupling (SOC) matrix elements associated with the intersystem crossing are also seen to be dependent on the environment involving the corrole molecules, and on the number of aromatic rings of the ligands connected to the corrole. Further, the binding of the functionalized corrole molecules with biomolecules as the calf thymus DNA and human serum albumin is studied and characterized through molecular docking. These results show that the corrole macrocycles, suitably functionalized with polycyclic aromatic groups, fulfill several criteria to be considered as good PDT photosensitizers. Competing Interests: Declaration of Competing Interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper. (Copyright © 2023 Elsevier B.V. All rights reserved.) |
| فهرسة مساهمة: | Keywords: Corrole; Intersystem crossing; Molecular docking; Photodynamic therapy |
| المشرفين على المادة: | 0 (Photosensitizing Agents) 0 (corrole) 0 (Ligands) 0 (Porphyrins) S88TT14065 (Oxygen) |
| تواريخ الأحداث: | Date Created: 20230224 Date Completed: 20230314 Latest Revision: 20230314 |
| رمز التحديث: | 20240628 |
| DOI: | 10.1016/j.saa.2023.122500 |
| PMID: | 36827812 |
| قاعدة البيانات: | MEDLINE |
Full Text Finder | تدمد: | 1873-3557 |
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| DOI: | 10.1016/j.saa.2023.122500 |